Leesburg Vacation Rentals

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Vacation Rentals in Leesburg

Property grounds
The perfect place to rest. breakfast included
10.0 out of 10, Exceptional, (9)
"Arian and his wife are perfect hosts. The place was absolutely amazing. There was plenty of room for 1 or 2 people, with a private bedroom and bathroom. Exquisitely decorated with attention to every detail. Arian is a fabulous chef and gets your day started right with a wonderful breakfast. If I am in that area again, I know where I will be staying."
The perfect place to rest. breakfast included
Exterior
Waterfront Cottage on the Harris chain in Leesburg
10.0 out of 10, Exceptional, (74)
"Very rustic looking on outside but beautifully decorated and clean inside. Double size bed took a little getting used to and kitchen table was small. Very nice walk-in shower.. Hosts were very helpful and provided some nice extras. We especially enjoyed sitting on the deck and looking out over the water at many different birds and some fishermen."
Waterfront Cottage on the Harris chain in Leesburg
Property amenity
Siena at Bella Collina
3.5 star property
9.6 out of 10, Exceptional, (53)
"This place is great. No hold deposit. Very very clean. Large condos. My family enjoyed themselves. I would highly recommend."
The price is CA $448
CA $498 total
includes taxes & fees
May 22 - May 23
Siena at Bella Collina
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Dining
Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, (41)
"House was very clean. Some shampoo… some soap and toothpaste supplied. Kitchen supplies…condiments , clothes detergent, toilet paper… you will need to buy. For any home in Villages… it would be good to better understand the golf cart paths… give more instruction. We used the maps app on our phone and put in for 🚲 since carts and bike paths are shared in The Villages. It took a a day or two to figure that out… not all roads are golf cart friendly. Mark was great about switching out the bikes...
Marilyn’s Romantic Getaway
Property grounds
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (6)
"Very lovely house. Loved the golf cart, only used our SUV 4 times in the 2 wks we were there."
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Smart TV, books
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (34)
"Overall we were VERY pleased with our stay! The unit was clean, spacious and served our purpose for this trip. It was helpful that basic supplies were already there upon arrival. Communication was quick and helpful."
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Fridge, microwave, oven, stovetop
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, (10)
"This rental property was a great place to stay. Nicely located near activities."
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
Cozy Villages villa, 2 bed, 2 bath. Great Location
10.0 out of 10, Exceptional, (37)
"Really enjoyed staying here...."
Cozy Villages villa, 2 bed, 2 bath. Great Location
Fridge, microwave, oven, stovetop
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, (19)
"Great week"
Pool, Golf course view home with a golf cart
Fridge, microwave, oven, stovetop
Get Cozy in this newly renovated home by The Villages!
10.0 out of 10, Exceptional, (7)
"This house was VERY clean! Contact with property manager/owner was great! Adorable little neighborhood. Would definitely stay here again."
Get Cozy in this newly renovated home by The Villages!
Pool
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, (66)
"Excellent"
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
Pool
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
10.0 out of 10, Exceptional, (21)
"Great place with wonderful ownership and the most helpful staff. Definitely a place everyone should stay!!!"
Upto 45 Guests Sleep At This Unique Private Island 62 Acre Estate!
3 bedrooms, iron/ironing board, free WiFi, bed sheets
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.6 out of 10, Exceptional, (5)
"Roomy place, nice walking trails but close to highway"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Fridge, microwave, oven, stovetop
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
10.0 out of 10, Exceptional, (7)
"Very nice house. Outdoor area and pool were wonderful. Loved the outdoor TV. Could use some more cooking dishware, but very minor issue. Would happily stay again."
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
Exterior
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (65)
"Very nice and clean very close to all of the amenities that the villages offer"
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Fridge, microwave, oven, stovetop
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
9.0 out of 10, Wonderful, (2)
"Everything we wanted in a clean, comfortable, relaxing setting. Close to everything in the Villages in a quiet and serene neighborhood. Thank you! We will be back again."
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
Pool
Vacation Home with luxurious pool in The Villages, Florida!
10.0 out of 10, Exceptional, (22)
"The house was immaculate and so lovely! We had a wonderful time! Can’t wait to come back again!"
The price is CA $407
CA $819 total
includes taxes & fees
Jun 9 - Jun 10
Vacation Home with luxurious pool in The Villages, Florida!
Private kitchen
Casa Linda, Stunning Country Experience, Powered By Nature & Natural Sunlight.
4.8 out of 10, (3)
"Overall nice place and very nice host. Place could use some work and detailed cleaning. We saw evidence of past mice (droppings), but no current activity. We also saw a couple roaches (it is Florida), but the pest control sprayed while we were there. I would stay there again."
The price is CA $128
CA $283 total
includes taxes & fees
May 27 - May 28
Casa Linda, Stunning Country Experience, Powered By Nature & Natural Sunlight.
Fridge, microwave, oven, stovetop
"2 Bed, 2 Bath Gem in Village of Richmond - Serene Living!"
10.0 out of 10, Exceptional, (2)
"Super Cute and Quiet place. great for remote work. comfortable, well stocked. Nice bathrooms, plenty of towels. Clean. Comfortable bed, bonus having adjustable bed. Good TVs. Nice location. Minutes from Brownwood. I would go back for sure."
"2 Bed, 2 Bath Gem in Village of Richmond - Serene Living!"
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Home w/ Lanai + Resort Amenities!
10.0 out of 10, Exceptional, (13)
"Great Location!"
Pet-Friendly Home w/ Lanai + Resort Amenities!
Don't see what you're looking for?
See all available properties in Leesburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Leesburg Vacation Rental Travel Info

Other types of properties in Leesburg you may be interested in

Front of property - evening/night
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
2.0 star property
8.4 out of 10, Very good, (1001)
"Great place to stay. Very clean rooms. Staff is Freindly and always speaks to you when they see you, My granddaughter enjoyed the pool. Very relaxing. "
The price is CA $109
CA $121 total
includes taxes & fees
Jun 9 - Jun 10
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Lobby
Best Western Plus Chain of Lakes Inn & Suites
2.5 star property
8.4 out of 10, Very good, (999)
"Room was very clean, staff was very nice. I left some items in the room when we left, The hotel called and said they would mail them to me if we would like. I recieved my clothes as promised. "
The price is CA $123
CA $136 total
includes taxes & fees
May 26 - May 27
Best Western Plus Chain of Lakes Inn & Suites
Business centre
Sleep Inn Leesburg Chain of Lakes
2.5 star property
7.0 out of 10, Good, (463)
"Thank you"
The price is CA $98
CA $111 total
includes taxes & fees
May 22 - May 23
Sleep Inn Leesburg Chain of Lakes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Leesburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leesburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leesburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Leesburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leesburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leesburg vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leesburg vacation rentals we have selected for you start as low as CA $109 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Leesburg rentals

At Expedia, we put the best Leesburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Leesburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leesburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leesburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals close to well known points of interest in Leesburg, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Leesburg. The live music and festivals are some other things you might like to check out during your trip.

What's the top vacation rental that Leesburg has to offer?

Marilyn’s Romantic Getaway: This vacation home rental near Leesburg offers a fireplace, a spa tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Leesburg?

Expedia has 33 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Enjoy the outdoors at Venetian Gardens and Treasure Island, or simply take in cultural attractions like Paquette's Historical Farmall Museum and Paul P. Williams Auditorium. Lake Griffin and Lake Sumter Sports Complex and Recreation Area are other places to visit while you're in town.

What are vacation rentals like in Leesburg?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Leesburg. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.

Recent reviews of Leesburg properties
Expedia verified reviews